65-45-2 Usage
Chemical Description
Salicylamide is a white crystalline powder that is derived from salicylic acid and used as an analgesic and antipyretic.
Description
Salicylamide, also known as o-hydroxybenzamide, is a derivative of salicylic acid that exists as odorless white or slightly pink crystals with a bitter taste. It is less acidic than other salicylic acid derivatives and is fairly stable to heat, light, and moisture. Salicylamide is an aromatic amide that is rapidly metabolized in the body and has a lower toxicity compared to other salicylates.
Uses
Used in Medicine:
Salicylamide is used as an analgesic, fungicide, and anti-inflammatory ingredient for soothing the skin. It is known for its moderately quicker and deeper analgesic effect than aspirin due to quicker central nervous system (CNS) penetration. However, it has a lower analgesic and antipyretic efficacy than aspirin because it is not metabolized to salicylic acid but rather excreted as ether glucuronide or sulfate.
Salicylamide is also used in combination with other pain-relieving substances such as aspirin and caffeine in over-the-counter pain remedies. It serves as an analgesic and antipyretic, making it a valuable component in various nonprescription products.
Used in Pharmaceutical Formulations:
Salicylamide is often combined with other active ingredients like acetaminophen and phenyltoloxamine (e.g., Rid-A Pain compound, Cetazone T, Dolorex, Ed-Flex, Lobac) or with aspirin, acetaminophen, and caffeine (e.g., Saleto, BC Powder) to enhance their therapeutic effects and provide relief from pain and fever.
Used in the Pharmaceutical Industry:
In the pharmaceutical industry, Salicylamide is utilized as a key component in the development of various medications targeting pain relief and inflammation. Its unique properties, such as rapid metabolism and lower toxicity, make it a preferred choice for formulating medications that cater to patients with sensitivity to salicylates.
Used in the Cosmetics Industry:
Due to its anti-inflammatory properties, Salicylamide is also used in the cosmetics industry as an ingredient in skincare products designed to soothe and calm the skin, particularly for those with sensitive or irritated skin conditions.
Air & Water Reactions
Salicylamide darkens on exposure to air. . Insoluble in water.
Reactivity Profile
Salicylamide is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). Salicylamide may be sensitive to prolonged exposure to light.
Fire Hazard
Flash point data for Salicylamide are not available; however, Salicylamide is probably combustible.
Clinical Use
Whereas salicylamide is reported to be as effective as aspirin as an
analgetic/antipyretic and is effective in relieving pain associated with arthritic conditions, it does not appear to
possess useful anti-inflammatory activity. Thus, indications for the treatment of arthritic disease states are
unwarranted, and its use is restricted to the relief of minor aches and pain at a dosage of 325 to 650 mg three or four
times per day. Its effects in humans are not reliable, however, and its use is not widely recommended.
Purification Methods
Crystallise the amide from water or repeatedly from CHCl3 [Nishiya et al. J Am Chem Soc 108 3880 1986]. [Beilstein 10 IV 169.] The anilide [87-17-2] M 213.2, m 135o crystallises from H2O. [Beilstein 12 H 500, 12 I 268, 12 II 256, 12 944.]
Check Digit Verification of cas no
The CAS Registry Mumber 65-45-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 5 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 65-45:
(4*6)+(3*5)+(2*4)+(1*5)=52
52 % 10 = 2
So 65-45-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10)
65-45-2Relevant articles and documents
Copper-mediated α-hydroxylation of N-salicyloyl-glycine. A model for peptidyl-glycine α-amidating monooxygenase (PAM)
Capdevielle, Patrice,Maumy, Michel
, p. 3831 - 3834 (1991)
Title compound 1 is selectively hydroxytated in α position by three distinct copper- containing oxidant systems, involving dioxygen, peroxide anion or trimethylamine oxide. Trivalent copper is likely the key intermediate in this first reported model for the PHM activity of enzyme PAM.
Efficient nitriding reagent and application thereof
-
Paragraph 0318-0320, (2021/03/31)
The invention discloses an efficient nitriding reagent and application thereof, wherein the nitriding reagent comprises nitrogen oxide, an active agent, a reducing agent and an organic solvent. By applying the nitriding reagent, nitrogen-containing compounds such as amide, nitrile and the like can be produced, and the method is simple in condition, low in waste discharge amount and simple in reaction equipment.
Preparation method of aromatic amide compound
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Paragraph 0060-0061, (2020/07/15)
The present invention provides a preparation method of an aromatic amide compound. In an organic solvent, under the effect of a catalyst, an aromatic acid compound and an amine source are subjected toa dehydration reaction to obtain the aromatic amide compound, wherein the aromatic acid compound is an aromatic acid, a substituted aromatic acid, a heterocyclic aromatic acid or a substituted heterocyclic aromatic acid; and the substituent group of amide is any substituent group of H, a C1-C8 straight-chain alkyl or branched-chain alkyl group, a benzene ring or an aromatic ring. The aromatic amide compound is an important chemical intermediate, and the synthesis method is mild in reaction condition and high in yield.
Substrate Profiling of the Cobalt Nitrile Hydratase from Rhodococcus rhodochrous ATCC BAA 870
Mashweu, Adelaide R.,Chhiba‐Govindjee, Varsha P.,Bode, Moira L.,Brady, Dean
, (2020/01/13)
The aromatic substrate profile of the cobalt nitrile hydratase from Rhodococcus rhodochrous ATCC BAA 870 was evaluated against a wide range of nitrile containing compounds (>60). To determine the substrate limits of this enzyme, compounds ranging in size from small (90 Da) to large (325 Da) were evaluated. Larger compounds included those with a biaryl axis, prepared by the Suzuki coupling reaction, Morita–Baylis–Hillman adducts, heteroatomlinked diarylpyridines prepared by Buchwald–Hartwig crosscoupling reactions and imidazo[1,2a]pyridines prepared by the Groebke–Blackburn–Bienaymé multicomponent reaction. The enzyme active site was moderately accommodating, accepting almost all of the small aromatic nitriles, the diarylpyridines and most of the biaryl compounds and Morita–Baylis–Hillman products but not the Groebke–Blackburn–Bienaymé products. Nitrile conversion was influenced by steric hindrance around the cyano group, the presence of electron donating groups (e.g., methoxy) on the aromatic ring, and the overall size of the compound.
